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Srcds server doesn't transmit client lua scripts

I am currently developing a lua-based addon for garrysmod. My srcds server is configured and running on a windows computer. For installation, I followed one of the few basic but thorough tutorials without problem.

My issue, however, is that it seems like the server is not transmitting my client-side addon scripts. I have explicitly defined client entry-points in my lua code which never even seem to get executed. I even tried writing a plugin as simple as the following line of code:

if ( CLIENT ) then Msg("client is loading something"); end

and it doesn't seem to go through. I have spent an ungodly number of hours trying to debug this problem, so I figured I would check to see if perhaps it was a server issue and not a code problem.

Is there a possible setting on my server that is preventing the client from downloading the proper resources?

Server OS: Windows Server 2008 R2
Processor: Phenom 2 x4 Quad Core
Ram: 4GB
Game(s): Garrysmod
Start Up Command: srcds.exe -console -game garrysmod +maxplayers 16 -ip
Start Up Configuration:
Admin Mods: I think SourceMod is installed.

Thanks for taking a look at my post, any help is incredibly appreciated!

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